diff --git a/backend/src/lib/copilot-transform.ts b/backend/src/lib/copilot-transform.ts
index e00015d..b1010ad 100644
--- a/backend/src/lib/copilot-transform.ts
+++ b/backend/src/lib/copilot-transform.ts
@@ -5,6 +5,7 @@
  */
 
 import { llm } from './llm.js';
+import { trackEvent } from './telemetry.js';
 
 function withTimeout<T>(promise: Promise<T>, ms: number): Promise<T> {
   return Promise.race([
@@ -72,7 +73,10 @@ export async function runCopilotTransform(action: CopilotAction, text: string):
         maxTokens: 4096,
       }), 60_000);
       const out = result.content.trim();
-      if (out.length > 0) return out;
+      if (out.length > 0) {
+        trackEvent('copilot_transform', 'system', { action, durationMs: String(Date.now()) });
+        return out;
+      }
       break; // empty response — fall through to heuristic
     } catch (err: unknown) {
       const isRateLimit = err instanceof Error && (err.message.includes('429') || err.message.includes('rate'));
diff --git a/backend/src/modules/note-prompts/routes.ts b/backend/src/modules/note-prompts/routes.ts
index 1d04b38..54a697e 100644
--- a/backend/src/modules/note-prompts/routes.ts
+++ b/backend/src/modules/note-prompts/routes.ts
@@ -7,6 +7,7 @@ import { z } from 'zod';
 import { getUserId, getRequestProductId } from '../../lib/request-context.js';
 import { BadRequestError, NotFoundError } from '@bytelyst/errors';
 import { isFeatureEnabled } from '../../lib/feature-flags.js';
+import { trackEvent } from '../../lib/telemetry.js';
 import { embedText, cosineSimilarity, stripHtmlForEmbedding } from '../../lib/embeddings.js';
 import { llm } from '../../lib/llm.js';
 import {
@@ -46,6 +47,7 @@ export async function notePromptRoutes(app: FastifyInstance): Promise<void> {
     const userId = getUserId(req);
     const input = CreatePromptTemplateSchema.parse(req.body);
     const created = await repo.createPromptTemplate(userId, input);
+    trackEvent('smart_action_template_created', userId, { category: input.category ?? 'transform', inputType: input.inputType ?? 'text' });
     reply.code(201);
     return created;
   });
@@ -381,6 +383,7 @@ Return ONLY valid JSON, no other text.`,
       content = lines.slice(1).join('\n').trim();
     }
 
+    trackEvent('url_extract_completed', userId, { domain: new URL(input.url).hostname, wordCount: String(rawText.split(/\s+/).length) });
     return { title, content, url: input.url, summarized: true, model: result.model, usage: result.usage };
   });
 
diff --git a/backend/src/modules/note-prompts/runner.ts b/backend/src/modules/note-prompts/runner.ts
index 23d6e37..c2ed6ab 100644
--- a/backend/src/modules/note-prompts/runner.ts
+++ b/backend/src/modules/note-prompts/runner.ts
@@ -4,6 +4,7 @@
 
 import { llm } from '../../lib/llm.js';
 import { config } from '../../lib/config.js';
+import { trackEvent } from '../../lib/telemetry.js';
 import {
   buildVisionMessage,
   hasVisionContent,
@@ -101,10 +102,23 @@ export async function executePrompt(
         output.approvalState = 'applied';
       }
 
+      trackEvent('smart_action_run', 'system', {
+        templateSlug: template.slug,
+        inputType: template.inputType,
+        model: result.model,
+        totalTokens: String(result.usage.totalTokens),
+      });
+      trackEvent('smart_action_result_saved', 'system', {
+        outputAction: template.outputType,
+        resultType: output.approvalState ?? 'applied',
+      });
+
       return output;
     } catch (err: unknown) {
       lastError = err;
-      const isRateLimit = err instanceof Error && (err.message.includes('429') || err.message.includes('rate'));
+      const errorType = err instanceof Error ? (err.message.includes('429') ? 'rate_limit' : err.message.includes('timed out') ? 'timeout' : 'llm_error') : 'unknown';
+      trackEvent('smart_action_error', 'system', { errorType, templateSlug: template.slug });
+      const isRateLimit = errorType === 'rate_limit';
       if (isRateLimit && attempt < maxRetries - 1) {
         await new Promise((r) => setTimeout(r, baseDelayMs * Math.pow(2, attempt)));
         continue;
diff --git a/backend/src/modules/note-prompts/scheduler.ts b/backend/src/modules/note-prompts/scheduler.ts
index 6203331..098220c 100644
--- a/backend/src/modules/note-prompts/scheduler.ts
+++ b/backend/src/modules/note-prompts/scheduler.ts
@@ -13,6 +13,7 @@ import { BadRequestError, NotFoundError } from '@bytelyst/errors';
 import { getCollection } from '../../lib/datastore.js';
 import { PRODUCT_ID } from '../../lib/product-config.js';
 import { isFeatureEnabled } from '../../lib/feature-flags.js';
+import { trackEvent } from '../../lib/telemetry.js';
 import { llm } from '../../lib/llm.js';
 import * as noteRepo from '../notes/repository.js';
 import * as promptRepo from './repository.js';
@@ -212,6 +213,7 @@ export async function runSchedulerTick(): Promise<number> {
         updatedAt: new Date().toISOString(),
       });
 
+      trackEvent('scheduled_action_fired', schedule.userId, { scheduleId: schedule.id, templateSlug: template?.slug ?? schedule.templateId });
       ran++;
     } catch (err: unknown) {
       const msg = err instanceof Error ? err.message : 'Unknown scheduler error';
@@ -413,6 +415,7 @@ export async function promptSchedulerRoutes(app: FastifyInstance): Promise<void>
       updatedAt: new Date().toISOString(),
     });
 
+    trackEvent('webhook_triggered', userId, { webhookId: id, triggerEvent: webhook.triggerEvent });
     return { triggered: true, webhookId: id, result };
   });